Skip to content
Raspberry AIRaspberry AINew York, NY

Strategic Account Executive

Leads full-cycle enterprise sales of AI design platform to fashion/retail brands, owning prospecting, multi-threaded relationships, ROI narratives, complex negotiations, and expansions with $750K+ ACV deals. Requires 5+ years B2B SaaS/AI experience in NYC.

250k – 350k/yr
Remote5+ YOEAccount Executive

About the role

Responsibilities

  • Own the full sales cycle from prospecting through close and expansion, with a focus on annual and multi-year contracts.
  • Develop multi-threaded relationships across Marketing, Innovation, IT, and Procurement at target accounts.
  • Craft ROI-driven executive narratives and business cases tailored to each stakeholder and buying committee.
  • Build self-sourced pipeline through outbound, events, and social proximity — not just sequences.
  • Navigate complex negotiations end-to-end, including legal, procurement, and compliance processes.
  • Collaborate with Product, CS, and Marketing on account strategy and expansion planning.

Requirements

  • 5+ years of Account Executive experience supporting complex B2B SaaS, Developer Tools, or AI/ML products in the NYC region.
  • Average deal size of $750K+ ACV.
  • Proven experience driving revenue outcomes, including owning a revenue quota and identifying, qualifying, and closing cross-sell opportunities along with renewals at scale.
  • Strong automation first mindset - thrive in delivering a digital customer journey across 150+ accounts and finding ways to personalize at scale.
  • Proven success in enterprise / upper-mid market deals with multi-stakeholder complexity.
  • Demonstrated ability to own negotiations end-to-end, from commercial structure through contract execution. Comfortable navigating legal, procurement, and compliance processes directly.
  • Experience pricing and packaging complex, usage-based or credit-consumption models, not just seat-based licenses.
  • Deep experience with outbound prospecting and self-sourced pipeline creation.
  • Strong negotiation skills, MEDDICC fluency, and forecasting accuracy.
  • Experience selling AI, creative, or marketing technology is a plus.
  • Excellent communication and interpersonal skills, with the ability to build and maintain relationships with stakeholders at all levels of an organization.
  • Hungry, curious, resilient, and relentlessly resourceful.

Compensation

  • Competitive On-Target Earnings $300k+ (base salary + sales commission) + benefits + equity.

Skills

SaaSAI/MLMEDDICCOutbound ProspectingSales AutomationROI AnalysisEnterprise NegotiationsUsage-Based PricingPipeline GenerationForecasting
Sage

Enterprise Account Executive, Skilled Nursing

SageUnited States

Own the full enterprise sales cycle for skilled nursing and post-acute care customers. Build relationships with executive stakeholders, develop strategic account plans, and consistently exceed sales targets in healthcare technology.

250k – 300k/yr
Remote5+ YOEAccount Executive
Govsignals

Account Executive

GovsignalsNew York, NY

Account Executive responsible for full sales cycle of GovSignals AI platform for government contracting. Own pipeline, prospect, demo using live solicitations, and close six- and seven-figure SaaS deals with defense and federal contractors.

250k – 425k/yr
Hybrid3+ YOEAccount Executive
Eve

Account Executive, Commercial

EveUnited States

Own the full sales cycle selling AI legal tech to plaintiff law firms. Self-sourced outbound role with up to 50% travel; six-figure deals to firm owners and managing partners.

250k – 280k/yr
RemoteAccount Executive
SentiLink

Enterprise Account Executive, Insurance

SentiLinkUnited States

Lead enterprise sales expansion into the insurance vertical, owning full sales cycles and building relationships with carriers, MGAs, and insurtechs while shaping go-to-market strategy. Requires 5+ years enterprise sales experience with insurance exposure.

250k – 280k/yr
Remote5+ YOEAccount Executive
SentiLink

Enterprise Account Executive, Gig Economy

SentiLinkUnited States

Lead enterprise sales expansion into the gig economy vertical, selling identity verification and fraud prevention solutions to rideshare, delivery, freelance, and workforce platforms. Own full sales cycle and build GTM playbooks for this vertical.

250k – 280k/yr
Remote5+ YOEAccount Executive